Lemons, oranges, limes, and other citrus fruits possess high concentrations of citric acid

Citric acid exists in greater than trace amounts in a variety of fruits and vegetables, most notably citrus fruits. Lemons and limes have particularly high concentrations of the acid; it can constitute as much as 8% of the dry weight of these fruits (about 47 g/l in the juices[8]).[a] The concentrations of citric acid in citrus fruits range from 0.005 mol/L for oranges and grapefruits to 0.30 mol/L in lemons and limes. Within species, these values vary depending on the cultivar and the circumstances in which the fruit was grown.

Industrial-scale citric acid production first began in 1890 based on the Italian citrus fruit industry, where the juice was treated with hydrated lime (calcium hydroxide) to precipitate calcium citrate, which was isolated and converted back to the acid using diluted sulfuric acid.[9] In 1893, C. Wehmer discovered Penicilliummold could produce citric acid from sugar. However, microbial production of citric acid did not become industrially important until World War I disrupted Italian citrus exports.

In 1917, American food chemist James Currie discovered certain strains of the mold Aspergillus niger could be efficient citric acid producers, and the pharmaceutical company Pfizer began industrial-level production using this technique two years later, followed by Citrique Belge in 1929. In this production technique, which is still the major industrial route to citric acid used today, cultures of A. niger are fed on a sucrose or glucose-containing medium to produce citric acid. The source of sugar is corn steep liquor, molasses, hydrolyzed corn starch or other inexpensive sugary solutions,[10] after the mold is filtered out of the resulting solution, citric acid is isolated by precipitating it with calcium hydroxide to yield calcium citrate salt, from which citric acid is regenerated by treatment with sulfuric acid, as in the direct extraction from citrus fruit juice.

In 1977, a patent was granted to Lever Brothers for the chemical synthesis of citric acid starting either from aconitic or isocitrate/alloisocitrate calcium salts under high pressure conditions, this produced citric acid in near quantitative conversion under what appeared to be a reverse non-enzymatic Krebs cycle reaction.[11]

In 2007, worldwide annual production stood at approximately 1,600,000 tons.[12] More than 50% of this volume was produced in China. More than 50% was used as acidity regulator in beverages, some 20% in other food applications, 20% for detergent applications and 10% for related applications other than food, such as cosmetics, pharmaceutics and in the chemical industry.

Citric acid was first isolated in 1784 by the chemist Carl Wilhelm Scheele, who crystallized it from lemon juice,[9][13] it can exist either in an anhydrous (water-free) form or as a monohydrate. The anhydrous form crystallizes from hot water, while the monohydrate forms when citric acid is crystallized from cold water, the monohydrate can be converted to the anhydrous form at about 78 °C. Citric acid also dissolves in absolute (anhydrous) ethanol (76 parts of citric acid per 100 parts of ethanol) at 15 °C. It decomposes with loss of carbon dioxide above about 175 °C.

Citric acid is normally considered to be a tribasic acid, with pKa values, extrapolated to zero ionic strength, of 5.21, 4.28 and 2.92 at 25 °C.[14] The pKa of the hydroxyl group has been found, by means of 13C NMR spectroscopy, to be 14.4.[15] The speciation diagram shows that solutions of citric acid are buffer solutions between about pH 2 and pH 8; in biological systems around pH 7, the two species present are the citrate ion and mono-hydrogen citrate ion. The SSC 20X hybridization buffer is an example in common use.[16] Tables compiled for biochemical studies[17] are available.

On the other hand, the pH of a 1 mM solution of citric acid will be about 3.2. The pH of fruit juices from citrus fruits like oranges and lemons depends on the citric acid concentration, being lower for higher acid concentration and conversely.

Acid salts of citric acid can be prepared by careful adjustment of the pH before crystallizing the compound. See, for example, sodium citrate.

The citrate ion forms complexes with metallic cations, the stability constants for the formation of these complexes are quite large because of the chelate effect. Consequently, it forms complexes even with alkali metal cations. However, when a chelate complex is formed using all three carboxylate groups, the chelate rings have 7 and 8 members, which are generally less stable thermodynamically than smaller chelate rings; in consequence, the hydroxyl group can be deprotonated, forming part of a more stable 5-membered ring, as in ammonium ferric citrate, (NH4)5Fe(C6H4O7)2·2H2O.[18]

Citrate is an intermediate in the TCA cycle (akaTriCarboxylic Acid cycle, Krebs cycle, Szent-Györgyi — Krebs cycle), a central metabolic pathway for animals, plants and bacteria. Citrate synthase catalyzes the condensation of oxaloacetate with acetyl CoA to form citrate. Citrate then acts as the substrate for aconitase and is converted into aconitic acid, the cycle ends with regeneration of oxaloacetate. This series of chemical reactions is the source of two-thirds of the food-derived energy in higher organisms. Hans Adolf Krebs received the 1953 Nobel Prize in Physiology or Medicine for the discovery.

Some bacteria, notably E. coli, can produce and consume citrate internally as part of their TCA cycle, but are unable to use it as food because they lack the enzymes required to import it into the cell. After tens of thousand of evolution in a minimal glucose medium that also contains citrate during Richard Lenski's Long-Term Evolution Experiment, a variant E. coli evolved with the ability to grow aerobically on citrate. Zachary Blount, a student of Lenski's, and colleagues studied these "Cit+" E. coli[19][20] as a model for how novel traits evolve. They found evidence that in this case the innovation was immediately caused by a rare duplication mutation that was effective in causing the trait due to the accumulation of several prior "potentiating" mutations, the identity and effects of which are still under study, the evolution of the Cit+ trait has been considered a notable example of the role of historical contingency in evolution.

Citrate can be transported out of the mitochondria and into the cytoplasm, then broken down into acetyl-CoA for fatty acid synthesis and into oxaloacetate. Citrate is a positive modulator of this conversion, and allosterically regulates the enzyme acetyl-CoA carboxylase, which is the regulating enzyme in the conversion of acetyl-CoA into malonyl-CoA (the commitment step in fatty acid synthesis); in short, citrate is transported to the cytoplasm, converted to acetyl CoA, which is converted into malonyl CoA by the acetyl CoA carboxylase, which is allosterically modulated by citrate.

High concentrations of cytosolic citrate can inhibit phosphofructokinase, the catalyst of one of the rate-limiting steps of glycolysis, this effect is advantageous: high concentrations of citrate indicate that there is a large supply of biosynthetic precursor molecules, so there is no need for phosphofructokinase to continue to send molecules of its substrate, fructose 6-phosphate, into glycolysis. Citrate acts by augmenting the inhibitory effect of high concentrations of ATP, another sign that there is no need to carry out glycolysis.[21]

Citrate is a vital component of bone, helping to regulate the size of apatite crystals.[22]

Because it is one of the stronger edible acids, the dominant use of citric acid is as a flavoring and preservative in food and beverages, especially soft drinks and candies.[9] Within the European Union it is denoted by E numberE330. Citrate salts of various metals are used to deliver those minerals in a biologically available form in many dietary supplements. Citric acid has 247 kcal per 100 g,[23] the buffering properties of citrates are used to control pH in household cleaners and pharmaceuticals. In the United States the purity requirements for citric acid as a food additive are defined by the Food Chemicals Codex, which is published by the United States Pharmacopoeia (USP).

Citric acid can be added to ice cream as an emulsifying agent to keep fats from separating, to caramel to prevent sucrose crystallization, or in recipes in place of fresh lemon juice. Citric acid is used with sodium bicarbonate in a wide range of effervescent formulae, both for ingestion (e.g., powders and tablets) and for personal care (e.g., bath salts, bath bombs, and cleaning of grease). Citric acid sold in a dry powdered form is commonly sold in markets and groceries as "sour salt", due to its physical resemblance to table salt, it has use in culinary applications, as an alternative to vinegar or lemon juice, where a pure acid is needed.

Citric acid can be used in food coloring to balance the pH level of a normally basic dye.

Citric acid is an excellent chelating agent, binding metals by making them soluble, it is used to remove and discourage the buildup of limescale from boilers and evaporators.[9] It can be used to treat water, which makes it useful in improving the effectiveness of soaps and laundry detergents. By chelating the metals in hard water, it lets these cleaners produce foam and work better without need for water softening. Citric acid is the active ingredient in some bathroom and kitchen cleaning solutions. A solution with a six percent concentration of citric acid will remove hard water stains from glass without scrubbing; in industry, it is used to dissolve rust from steel. Citric acid can be used in shampoo to wash out wax and coloring from the hair.

Illustrative of its chelating abilities, citric acid was the first successful eluant used for total ion-exchange separation of the lanthanides, during the Manhattan Project in the 1940s. In the 1950s, it was replaced by the far more efficient EDTA.

Citric acid is widely used as an acidulent in creams, gels, and liquids of all kinds; in its use in foods and dietary supplements, it may be classified as a processing aid if the purpose it was added was for a technical or functional effect (e.g. acidulent, chelator, viscosifier, etc...) for a process. If it is still present in insignificant amounts, and the technical or functional effect is no longer present, it may be exempted from labeling <21 CFR §101.100(c)>.

Citric acid is commonly used as a buffer to increase the solubility of brown heroin. Single-use citric acid sachets have been used as an inducement to get heroin users to exchange their dirty needles for clean needles in an attempt to decrease the spread of HIV and hepatitis.[24] Other acidifiers used for brown heroin are ascorbic acid, acetic acid, and lactic acid; in their absence, a drug user will often substitute lemon juice or vinegar.

Citric acid is used as one of the active ingredients in the production of antiviral tissues.[25]

Citric acid can be used as a lower-odor stop bath as part of the process for developing photographic film. Photographic developers are alkaline, so a mild acid is used to neutralize and stop their action quickly, but commonly used acetic acid leaves a strong vinegar odor in the darkroom.[27]

In materials science, the Citrate-gel method is a process similar to the sol-gel method, which is a method for producing solid materials from small molecules, during the synthetic process, metal salts or alkoxides are introduced into a citric acid solution. The formation of citric complexes is believed to balance the difference in individual behaviour of ions in solution, which results in a better distribution of ions and prevents the separation of components at later process stages, the polycondensation of ethylene glycol and citric acid starts above 100ºС, resulting in polymer citrate gel formation.

^This still does not make the lemon particularly strongly acidic. This is because, as a weak acid, most of the acid molecules are not dissociated so not contributing to acidity inside the lemon or its juice.

1.
FS Class E.330
–
The FS Class E.330 was a small class of three-phase electric locomotive used in Italy, introduced in the 1910s. For the new lines to be electrified, three batches of locomotives were ordered, including the E.330 and the E.550. The E.330 was designed to have four speeds, this capability was obtained thanks to two patents by the German engineer Manu Stern and the Hungarian engineer Maurice Milch, the wheel arrangement chosen was 1-C-1, similar to that adopted on the contemporary 685 class of steam locomotives. The production contract was signed in 1913, construction of the new beginning at the Italian Westinghouse. The mechanical part was co-built with Società Italiana Ernesto Breda, the locomotives were assigned to the Valtellina and Ligurian coast lines. The E. 330s became operational in the Spring 1914 and they were later used also in Lombardy on the local three-phase lines, until, from 1962, the railroads were adapted to the now standard 3,000 V direct current electrification. All the E. 330s were all phased out during the 1960s

2.
Jmol
–
Jmol is computer software for molecular modelling chemical structures in 3-dimensions. Jmol returns a 3D representation of a molecule that may be used as a teaching tool and it is written in the programming language Java, so it can run on the operating systems Windows, macOS, Linux, and Unix, if Java is installed. It is free and open-source software released under a GNU Lesser General Public License version 2.0, a standalone application and a software development kit exist that can be integrated into other Java applications, such as Bioclipse and Taverna. A popular feature is an applet that can be integrated into web pages to display molecules in a variety of ways, for example, molecules can be displayed as ball-and-stick models, space-filling models, ribbon diagrams, etc. Jmol supports a range of chemical file formats, including Protein Data Bank, Crystallographic Information File, MDL Molfile. There is also a JavaScript-only version, JSmol, that can be used on computers with no Java, the Jmol applet, among other abilities, offers an alternative to the Chime plug-in, which is no longer under active development. While Jmol has many features that Chime lacks, it does not claim to reproduce all Chime functions, most notably, Chime requires plug-in installation and Internet Explorer 6.0 or Firefox 2.0 on Microsoft Windows, or Netscape Communicator 4.8 on Mac OS9. Jmol requires Java installation and operates on a variety of platforms. For example, Jmol is fully functional in Mozilla Firefox, Internet Explorer, Opera, Google Chrome, fast and Scriptable Molecular Graphics in Web Browsers without Java3D

3.
ChEMBL
–
ChEMBL or ChEMBLdb is a manually curated chemical database of bioactive molecules with drug-like properties. It is maintained by the European Bioinformatics Institute, of the European Molecular Biology Laboratory, based at the Wellcome Trust Genome Campus, Hinxton, the database, originally known as StARlite, was developed by a biotechnology company called Inpharmatica Ltd. later acquired by Galapagos NV. The data was acquired for EMBL in 2008 with an award from The Wellcome Trust, resulting in the creation of the ChEMBL chemogenomics group at EMBL-EBI, the ChEMBL database contains compound bioactivity data against drug targets. Bioactivity is reported in Ki, Kd, IC50, and EC50, data can be filtered and analyzed to develop compound screening libraries for lead identification during drug discovery. ChEMBL version 2 was launched in January 2010, including 2.4 million bioassay measurements covering 622,824 compounds and this was obtained from curating over 34,000 publications across twelve medicinal chemistry journals. ChEMBLs coverage of available bioactivity data has grown to become the most comprehensive ever seen in a public database, in October 2010 ChEMBL version 8 was launched, with over 2.97 million bioassay measurements covering 636,269 compounds. ChEMBL_10 saw the addition of the PubChem confirmatory assays, in order to integrate data that is comparable to the type, ChEMBLdb can be accessed via a web interface or downloaded by File Transfer Protocol. It is formatted in a manner amenable to computerized data mining, ChEMBL is also integrated into other large-scale chemistry resources, including PubChem and the ChemSpider system of the Royal Society of Chemistry. In addition to the database, the ChEMBL group have developed tools and these include Kinase SARfari, an integrated chemogenomics workbench focussed on kinases. The system incorporates and links sequence, structure, compounds and screening data, the primary purpose of ChEMBL-NTD is to provide a freely accessible and permanent archive and distribution centre for deposited data. July 2012 saw the release of a new data service, sponsored by the Medicines for Malaria Venture. The data in this service includes compounds from the Malaria Box screening set, myChEMBL, the ChEMBL virtual machine, was released in October 2013 to allow users to access a complete and free, easy-to-install cheminformatics infrastructure. In December 2013, the operations of the SureChem patent informatics database were transferred to EMBL-EBI, in a portmanteau, SureChem was renamed SureChEMBL. 2014 saw the introduction of the new resource ADME SARfari - a tool for predicting and comparing cross-species ADME targets

4.
ChemSpider
–
ChemSpider is a database of chemicals. ChemSpider is owned by the Royal Society of Chemistry, the database contains information on more than 50 million molecules from over 500 data sources including, Each chemical is given a unique identifier, which forms part of a corresponding URL. This is an approach to develop an online chemistry database. The search can be used to widen or restrict already found results, structure searching on mobile devices can be done using free apps for iOS and for the Android. The ChemSpider database has been used in combination with text mining as the basis of document markup. The result is a system between chemistry documents and information look-up via ChemSpider into over 150 data sources. ChemSpider was acquired by the Royal Society of Chemistry in May,2009, prior to the acquisition by RSC, ChemSpider was controlled by a private corporation, ChemZoo Inc. The system was first launched in March 2007 in a release form. ChemSpider has expanded the generic support of a database to include support of the Wikipedia chemical structure collection via their WiChempedia implementation. A number of services are available online. SyntheticPages is an interactive database of synthetic chemistry procedures operated by the Royal Society of Chemistry. Users submit synthetic procedures which they have conducted themselves for publication on the site and these procedures may be original works, but they are more often based on literature reactions. Citations to the published procedure are made where appropriate. They are checked by an editor before posting. The pages do not undergo formal peer-review like a journal article. The comments are moderated by scientific editors. The intention is to collect practical experience of how to conduct useful chemical synthesis in the lab, while experimental methods published in an ordinary academic journal are listed formally and concisely, the procedures in ChemSpider SyntheticPages are given with more practical detail. Comments by submitters are included as well, other publications with comparable amounts of detail include Organic Syntheses and Inorganic Syntheses

5.
DrugBank
–
The DrugBank database is a comprehensive, freely accessible, online database containing information on drugs and drug targets. As both a bioinformatics and a resource, DrugBank combines detailed drug data with comprehensive drug target information. Because of its scope, comprehensive referencing and unusually detailed data descriptions. As a result, links to DrugBank are maintained for nearly all drugs listed in Wikipedia, DrugBank is widely used by the drug industry, medicinal chemists, pharmacists, physicians, students and the general public. Its extensive drug and drug-target data has enabled the discovery and repurposing of a number of existing drugs to treat rare, the latest release of the database contains 8227 drug entries including 2003 FDA-approved small molecule drugs,221 FDA-approved biotech drugs,93 nutraceuticals and over 6000 experimental drugs. Additionally,4270 non-redundant protein sequences are linked to these drug entries, each DrugCard entry contains more than 200 data fields with half of the information being devoted to drug/chemical data and the other half devoted to drug target or protein data. Four additional databases, HMDB, T3DB, SMPDB and FooDB are also part of a suite of metabolomic/cheminformatic databases. The first version of DrugBank was released in 2006 and this early release contained relatively modest information about 841 FDA-approved small molecule drugs and 113 biotech drugs. It also included information on 2133 drug targets, the second version of DrugBank was released in 2009. This greatly expanded and improved version of the database included 1344 approved small molecule drugs and 123 biotech drugs as well as 3037 unique drug targets. Version 2.0 also included, for the first time, withdrawn drugs and illicit drugs, version 3.0 was released in 2011. This version contained 1424 approved small molecule drugs and 132 biotech drugs as well as >4000 unique drug targets, version 3.0 also included drug transporter data, drug pathway data, drug pricing, patent and manufacturing data as well as data on >5000 experimental drugs. Version 4.0 was released in 2014 and this version included 1558 FDA-approved small molecule drugs,155 biotech drugs and 4200 unique drug targets. Version 4.0 also incorporated information on drug metabolites, drug taxonomy, drug spectra, drug binding constants. Table 1 provides a complete statistical summary of the history of DrugBank’s development. All data in DrugBank is non-proprietary or is derived from a non-proprietary source and it is freely accessible and available to anyone. In addition, nearly every item is fully traceable and explicitly referenced to the original source. DrugBank data is available through a web interface and downloads

6.
European Chemicals Agency
–
ECHA is the driving force among regulatory authorities in implementing the EUs chemicals legislation. ECHA helps companies to comply with the legislation, advances the safe use of chemicals, provides information on chemicals and it is located in Helsinki, Finland. The Agency, headed by Executive Director Geert Dancet, started working on 1 June 2007, the REACH Regulation requires companies to provide information on the hazards, risks and safe use of chemical substances that they manufacture or import. Companies register this information with ECHA and it is freely available on their website. So far, thousands of the most hazardous and the most commonly used substances have been registered, the information is technical but gives detail on the impact of each chemical on people and the environment. This also gives European consumers the right to ask whether the goods they buy contain dangerous substances. The Classification, Labelling and Packaging Regulation introduces a globally harmonised system for classifying and labelling chemicals into the EU. This worldwide system makes it easier for workers and consumers to know the effects of chemicals, companies need to notify ECHA of the classification and labelling of their chemicals. So far, ECHA has received over 5 million notifications for more than 100000 substances, the information is freely available on their website. Consumers can check chemicals in the products they use, Biocidal products include, for example, insect repellents and disinfectants used in hospitals. The Biocidal Products Regulation ensures that there is information about these products so that consumers can use them safely. ECHA is responsible for implementing the regulation, the law on Prior Informed Consent sets guidelines for the export and import of hazardous chemicals. Through this mechanism, countries due to hazardous chemicals are informed in advance and have the possibility of rejecting their import. Substances that may have effects on human health and the environment are identified as Substances of Very High Concern 1. These are mainly substances which cause cancer, mutation or are toxic to reproduction as well as substances which persist in the body or the environment, other substances considered as SVHCs include, for example, endocrine disrupting chemicals. Companies manufacturing or importing articles containing these substances in a concentration above 0 and they are required to inform users about the presence of the substance and therefore how to use it safely. Consumers have the right to ask the retailer whether these substances are present in the products they buy, once a substance has been officially identified in the EU as being of very high concern, it will be added to a list. This list is available on ECHA’s website and shows consumers and industry which chemicals are identified as SVHCs, Substances placed on the Candidate List can then move to another list

7.
E number
–
E numbers are codes for substances that are permitted to be used as food additives for use within the European Union and Switzerland. Commonly found on labels, their safety assessment and approval are the responsibility of the European Food Safety Authority. Having a single unified list for food additives was first agreed upon in 1962 with food colouring, in 1964, the directives for preservatives were added,1970 for antioxidants and 1974 for the emulsifiers, stabilisers, thickeners and gelling agents. They are increasingly, though rarely, found on North American packaging. In some European countries, E number is used informally as a pejorative term for artificial food additives. This is incorrect, because many components of foods have E numbers, e. g. vitamin C. NB, Not all examples of a fall into the given numeric range. Moreover, many chemicals, particularly in the E400–499 range, have a variety of purposes, the list shows all components that have or had an E-number assigned. Not all additives listed are still allowed in the EU, but are listed as they used to have an E-number, for an overview of currently allowed additives see here. Includes Lists of authorised food additives Food additives database

8.
IUPHAR/BPS
–
The IUPHAR/BPS Guide to PHARMACOLOGY is an open-access website, acting as a portal to information on the biological targets of licensed drugs and other small molecules. The Guide to PHARMACOLOGY is developed as a joint venture between the International Union of Basic and Clinical Pharmacology and the British Pharmacological Society and this replaces and expands upon the original 2009 IUPHAR Database. The information featured includes pharmacological data, target and gene nomenclature, overviews and commentaries on each target family are included, with links to key references. The Guide to PHARMACOLOGY was initially made available online in December 2011 with additional material released in July 2012 and its network of over 700 specialist advisors contribute expertise and data. The current PI and Grant holder of the GtoPdb project is Prof. Jamie A. Davies, the development and release of the first version of the GtoPdb in 2012 was described in an editorial published in the British Journal of Pharmacology entitled Guide to Pharmacology. org- an update. The IUPHAR-DB is no longer being developed and all the contained within this site is now available through the Guide to PHARMACOLOGY. A complete list of all the approved drugs included on the website is available via the ligand list. The Guide to PHARMACOLOGY is being expanded to include information on targets and ligands. Search features on the website include quick and advanced search options, other features include Hot topic news items and a recent receptor-ligand pairing list. A hard copy summary of the database is published as The Concise Guide to Pharmacology 2015/2016 as a series of papers as a bi-annual supplement to the British Journal of Pharmacology. The Guide to PHARMACOLOGY includes links to other relevant resources via target, many of these resources maintain reciprocal links with the relevant Guide to PHARMACOLOGY pages. As of November 2015 the Wellcome Trust is supporting a new project to develop the Guide to Immumopharmacology, the latter continues to be supported by the British Pharmacological Society

9.
PubChem
–
PubChem is a database of chemical molecules and their activities against biological assays. The system is maintained by the National Center for Biotechnology Information, a component of the National Library of Medicine, PubChem can be accessed for free through a web user interface. Millions of compound structures and descriptive datasets can be downloaded via FTP. PubChem contains substance descriptions and small molecules with fewer than 1000 atoms and 1000 bonds, more than 80 database vendors contribute to the growing PubChem database. PubChem consists of three dynamically growing primary databases, as of 28 January 2016, Compounds,82.6 million entries, contains pure and characterized chemical compounds. Substances,198 million entries, contains also mixtures, extracts, complexes, bioAssay, bioactivity results from 1.1 million high-throughput screening programs with several million values. PubChem contains its own online molecule editor with SMILES/SMARTS and InChI support that allows the import and export of all common chemical file formats to search for structures and fragments. In the text search form the database fields can be searched by adding the name in square brackets to the search term. A numeric range is represented by two separated by a colon. The search terms and field names are case-insensitive, parentheses and the logical operators AND, OR, and NOT can be used. AND is assumed if no operator is used, example,0,5000,50,10 -5,5 PubChem was released in 2004. The American Chemical Society has raised concerns about the publicly supported PubChem database and they have a strong interest in the issue since the Chemical Abstracts Service generates a large percentage of the societys revenue. To advocate their position against the PubChem database, ACS has actively lobbied the US Congress, soon after PubChems creation, the American Chemical Society lobbied U. S. Congress to restrict the operation of PubChem, which they asserted competes with their Chemical Abstracts Service

10.
International Chemical Identifier
–
Initially developed by IUPAC and NIST from 2000 to 2005, the format and algorithms are non-proprietary. The continuing development of the standard has supported since 2010 by the not-for-profit InChI Trust. The current version is 1.04 and was released in September 2011, prior to 1.04, the software was freely available under the open source LGPL license, but it now uses a custom license called IUPAC-InChI Trust License. Not all layers have to be provided, for instance, the layer can be omitted if that type of information is not relevant to the particular application. InChIs can thus be seen as akin to a general and extremely formalized version of IUPAC names and they can express more information than the simpler SMILES notation and differ in that every structure has a unique InChI string, which is important in database applications. Information about the 3-dimensional coordinates of atoms is not represented in InChI, the InChI algorithm converts input structural information into a unique InChI identifier in a three-step process, normalization, canonicalization, and serialization. The InChIKey, sometimes referred to as a hashed InChI, is a fixed length condensed digital representation of the InChI that is not human-understandable. The InChIKey specification was released in September 2007 in order to facilitate web searches for chemical compounds and it should be noted that, unlike the InChI, the InChIKey is not unique, though collisions can be calculated to be very rare, they happen. In January 2009 the final 1.02 version of the InChI software was released and this provided a means to generate so called standard InChI, which does not allow for user selectable options in dealing with the stereochemistry and tautomeric layers of the InChI string. The standard InChIKey is then the hashed version of the standard InChI string, the standard InChI will simplify comparison of InChI strings and keys generated by different groups, and subsequently accessed via diverse sources such as databases and web resources. Every InChI starts with the string InChI= followed by the version number and this is followed by the letter S for standard InChIs. The remaining information is structured as a sequence of layers and sub-layers, the layers and sub-layers are separated by the delimiter / and start with a characteristic prefix letter. The six layers with important sublayers are, Main layer Chemical formula and this is the only sublayer that must occur in every InChI. The atoms in the formula are numbered in sequence, this sublayer describes which atoms are connected by bonds to which other ones. Describes how many hydrogen atoms are connected to each of the other atoms, the condensed,27 character standard InChIKey is a hashed version of the full standard InChI, designed to allow for easy web searches of chemical compounds. Most chemical structures on the Web up to 2007 have been represented as GIF files, the full InChI turned out to be too lengthy for easy searching, and therefore the InChIKey was developed. With all databases currently having below 50 million structures, such duplication appears unlikely at present, a recent study more extensively studies the collision rate finding that the experimental collision rate is in agreement with the theoretical expectations. Example, Morphine has the structure shown on the right, as the InChI cannot be reconstructed from the InChIKey, an InChIKey always needs to be linked to the original InChI to get back to the original structure

11.
Simplified molecular-input line-entry system
–
The simplified molecular-input line-entry system is a specification in form of a line notation for describing the structure of chemical species using short ASCII strings. SMILES strings can be imported by most molecule editors for conversion back into two-dimensional drawings or three-dimensional models of the molecules, the original SMILES specification was initiated in the 1980s. It has since modified and extended. In 2007, a standard called OpenSMILES was developed in the open-source chemistry community. Other linear notations include the Wiswesser Line Notation, ROSDAL and SLN, the original SMILES specification was initiated by David Weininger at the USEPA Mid-Continent Ecology Division Laboratory in Duluth in the 1980s. The Environmental Protection Agency funded the project to develop SMILES. It has since modified and extended by others, most notably by Daylight Chemical Information Systems. In 2007, a standard called OpenSMILES was developed by the Blue Obelisk open-source chemistry community. Other linear notations include the Wiswesser Line Notation, ROSDAL and SLN, in July 2006, the IUPAC introduced the InChI as a standard for formula representation. SMILES is generally considered to have the advantage of being slightly more human-readable than InChI, the term SMILES refers to a line notation for encoding molecular structures and specific instances should strictly be called SMILES strings. However, the term SMILES is also used to refer to both a single SMILES string and a number of SMILES strings, the exact meaning is usually apparent from the context. The terms canonical and isomeric can lead to confusion when applied to SMILES. The terms describe different attributes of SMILES strings and are not mutually exclusive, typically, a number of equally valid SMILES strings can be written for a molecule. For example, CCO, OCC and CC all specify the structure of ethanol, algorithms have been developed to generate the same SMILES string for a given molecule, of the many possible strings, these algorithms choose only one of them. This SMILES is unique for each structure, although dependent on the algorithm used to generate it. These algorithms first convert the SMILES to a representation of the molecular structure. A common application of canonical SMILES is indexing and ensuring uniqueness of molecules in a database, there is currently no systematic comparison across commercial software to test if such flaws exist in those packages. SMILES notation allows the specification of configuration at tetrahedral centers, and these are structural features that cannot be specified by connectivity alone and SMILES which encode this information are termed isomeric SMILES

12.
Chemical formula
–
These are limited to a single typographic line of symbols, which may include subscripts and superscripts. A chemical formula is not a name, and it contains no words. Although a chemical formula may imply certain simple chemical structures, it is not the same as a full chemical structural formula. Chemical formulas can fully specify the structure of only the simplest of molecules and chemical substances, the simplest types of chemical formulas are called empirical formulas, which use letters and numbers indicating the numerical proportions of atoms of each type. Molecular formulas indicate the numbers of each type of atom in a molecule. For example, the formula for glucose is CH2O, while its molecular formula is C6H12O6. This is possible if the relevant bonding is easy to show in one dimension, an example is the condensed molecular/chemical formula for ethanol, which is CH3-CH2-OH or CH3CH2OH. For reasons of structural complexity, there is no condensed chemical formula that specifies glucose, chemical formulas may be used in chemical equations to describe chemical reactions and other chemical transformations, such as the dissolving of ionic compounds into solution. A chemical formula identifies each constituent element by its chemical symbol, in empirical formulas, these proportions begin with a key element and then assign numbers of atoms of the other elements in the compound, as ratios to the key element. For molecular compounds, these numbers can all be expressed as whole numbers. For example, the formula of ethanol may be written C2H6O because the molecules of ethanol all contain two carbon atoms, six hydrogen atoms, and one oxygen atom. Some types of compounds, however, cannot be written with entirely whole-number empirical formulas. An example is boron carbide, whose formula of CBn is a variable non-whole number ratio with n ranging from over 4 to more than 6.5. When the chemical compound of the consists of simple molecules. These types of formulas are known as molecular formulas and condensed formulas. A molecular formula enumerates the number of atoms to reflect those in the molecule, so that the formula for glucose is C6H12O6 rather than the glucose empirical formula. However, except for very simple substances, molecular chemical formulas lack needed structural information, for simple molecules, a condensed formula is a type of chemical formula that may fully imply a correct structural formula. For example, ethanol may be represented by the chemical formula CH3CH2OH

13.
Odor
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An odor or odour or fragrance is caused by one or more volatilized chemical compounds, generally at a very low concentration, that humans or other animals perceive by the sense of olfaction. Odors are also commonly called scents, which can refer to both pleasant and unpleasant odors, the terms fragrance and aroma are used primarily by the food and cosmetic industry to describe a pleasant odor, and are sometimes used to refer to perfumes, and to describe floral scent. In contrast, malodor, stench, reek, and stink are used specifically to describe unpleasant odor, the term smell is used for both pleasant and unpleasant odors. In the United Kingdom, odour refers to scents in general, the sense of smell gives rise to the perception of odors, mediated by the olfactory nerve. The olfactory receptor cells are present in the olfactory epithelium. There are millions of olfactory receptor neurons that act as sensory signaling cells, each neuron has cilia in direct contact with air. The olfactory nerve is considered the smell mediator, the axon connects the brain to the external air, odorous molecules act as a chemical stimulus. Molecules bind to receptor proteins extended from cilia, initiating an electric signal, thus, by using a chemical that binds to copper in the mouse nose, so that copper wasn’t available to the receptors, the authors showed that the mice couldnt detect the thiols. However, these also found that MOR244-3 lacks the specific metal ion binding site suggested by Suslick. When the signal reaches a threshold, the fires, sending a signal traveling along the axon to the olfactory bulb. Interpretation of the begins, relating the smell to past experiences. The olfactory bulb acts as a station connecting the nose to the olfactory cortex in the brain. Olfactory information is processed and projected through a pathway to the central nervous system. Odor sensation usually depends on the concentration available to the olfactory receptors, the olfactory system does not interpret a single compound, but instead the whole odorous mix, not necessarily corresponding to concentration or intensity of any single constituent. The widest range of odors consists of compounds, although some simple compounds not containing carbon, such as hydrogen sulfide. The perception of an effect is a two-step process. First, there is the part, the detection of stimuli by receptors in the nose. The stimuli are processed by the region of the brain which is responsible for olfaction

14.
Density
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The density, or more precisely, the volumetric mass density, of a substance is its mass per unit volume. The symbol most often used for density is ρ, although the Latin letter D can also be used. Mathematically, density is defined as mass divided by volume, ρ = m V, where ρ is the density, m is the mass, and V is the volume. In some cases, density is defined as its weight per unit volume. For a pure substance the density has the numerical value as its mass concentration. Different materials usually have different densities, and density may be relevant to buoyancy, purity, osmium and iridium are the densest known elements at standard conditions for temperature and pressure but certain chemical compounds may be denser. Thus a relative density less than one means that the floats in water. The density of a material varies with temperature and pressure and this variation is typically small for solids and liquids but much greater for gases. Increasing the pressure on an object decreases the volume of the object, increasing the temperature of a substance decreases its density by increasing its volume. In most materials, heating the bottom of a results in convection of the heat from the bottom to the top. This causes it to rise relative to more dense unheated material, the reciprocal of the density of a substance is occasionally called its specific volume, a term sometimes used in thermodynamics. Density is a property in that increasing the amount of a substance does not increase its density. Archimedes knew that the irregularly shaped wreath could be crushed into a cube whose volume could be calculated easily and compared with the mass, upon this discovery, he leapt from his bath and ran naked through the streets shouting, Eureka. As a result, the term eureka entered common parlance and is used today to indicate a moment of enlightenment, the story first appeared in written form in Vitruvius books of architecture, two centuries after it supposedly took place. Some scholars have doubted the accuracy of this tale, saying among other things that the method would have required precise measurements that would have been difficult to make at the time, from the equation for density, mass density has units of mass divided by volume. As there are units of mass and volume covering many different magnitudes there are a large number of units for mass density in use. The SI unit of kilogram per metre and the cgs unit of gram per cubic centimetre are probably the most commonly used units for density.1,000 kg/m3 equals 1 g/cm3. In industry, other larger or smaller units of mass and or volume are often more practical, see below for a list of some of the most common units of density

15.
Melting point
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The melting point of a solid is the temperature at which it changes state from solid to liquid at atmospheric pressure. At the melting point the solid and liquid phase exist in equilibrium, the melting point of a substance depends on pressure and is usually specified at standard pressure. When considered as the temperature of the change from liquid to solid. Because of the ability of some substances to supercool, the point is not considered as a characteristic property of a substance. For most substances, melting and freezing points are approximately equal, for example, the melting point and freezing point of mercury is 234.32 kelvins. However, certain substances possess differing solid-liquid transition temperatures, for example, agar melts at 85 °C and solidifies from 31 °C to 40 °C, such direction dependence is known as hysteresis. The melting point of ice at 1 atmosphere of pressure is close to 0 °C. In the presence of nucleating substances the freezing point of water is the same as the melting point, the chemical element with the highest melting point is tungsten, at 3687 K, this property makes tungsten excellent for use as filaments in light bulbs. Many laboratory techniques exist for the determination of melting points, a Kofler bench is a metal strip with a temperature gradient. Any substance can be placed on a section of the strip revealing its thermal behaviour at the temperature at that point, differential scanning calorimetry gives information on melting point together with its enthalpy of fusion. A basic melting point apparatus for the analysis of crystalline solids consists of an oil bath with a transparent window, the several grains of a solid are placed in a thin glass tube and partially immersed in the oil bath. The oil bath is heated and with the aid of the melting of the individual crystals at a certain temperature can be observed. In large/small devices, the sample is placed in a heating block, the measurement can also be made continuously with an operating process. For instance, oil refineries measure the point of diesel fuel online, meaning that the sample is taken from the process. This allows for more frequent measurements as the sample does not have to be manually collected, for refractory materials the extremely high melting point may be determined by heating the material in a black body furnace and measuring the black-body temperature with an optical pyrometer. For the highest melting materials, this may require extrapolation by several hundred degrees, the spectral radiance from an incandescent body is known to be a function of its temperature. An optical pyrometer matches the radiance of a body under study to the radiance of a source that has been previously calibrated as a function of temperature, in this way, the measurement of the absolute magnitude of the intensity of radiation is unnecessary. However, known temperatures must be used to determine the calibration of the pyrometer, for temperatures above the calibration range of the source, an extrapolation technique must be employed

16.
Boiling point
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The boiling point of a substance is the temperature at which the vapor pressure of the liquid equals the pressure surrounding the liquid and the liquid changes into a vapor. The boiling point of a liquid varies depending upon the environmental pressure. A liquid in a vacuum has a lower boiling point than when that liquid is at atmospheric pressure. A liquid at high pressure has a boiling point than when that liquid is at atmospheric pressure. For a given pressure, different liquids boil at different temperatures, for example, water boils at 100 °C at sea level, but at 93.4 °C at 2,000 metres altitude. The normal boiling point of a liquid is the case in which the vapor pressure of the liquid equals the defined atmospheric pressure at sea level,1 atmosphere. At that temperature, the pressure of the liquid becomes sufficient to overcome atmospheric pressure. The standard boiling point has been defined by IUPAC since 1982 as the temperature at which boiling occurs under a pressure of 1 bar, the heat of vaporization is the energy required to transform a given quantity of a substance from a liquid into a gas at a given pressure. Liquids may change to a vapor at temperatures below their boiling points through the process of evaporation, evaporation is a surface phenomenon in which molecules located near the liquids edge, not contained by enough liquid pressure on that side, escape into the surroundings as vapor. On the other hand, boiling is a process in which molecules anywhere in the liquid escape, a saturated liquid contains as much thermal energy as it can without boiling. The saturation temperature is the temperature for a corresponding saturation pressure at which a liquid boils into its vapor phase, the liquid can be said to be saturated with thermal energy. Any addition of energy results in a phase transition. If the pressure in a system remains constant, a vapor at saturation temperature will begin to condense into its liquid phase as thermal energy is removed, similarly, a liquid at saturation temperature and pressure will boil into its vapor phase as additional thermal energy is applied. The boiling point corresponds to the temperature at which the pressure of the liquid equals the surrounding environmental pressure. Thus, the point is dependent on the pressure. Boiling points may be published with respect to the NIST, USA standard pressure of 101.325 kPa, at higher elevations, where the atmospheric pressure is much lower, the boiling point is also lower. The boiling point increases with increased pressure up to the critical point, the boiling point cannot be increased beyond the critical point. Likewise, the point decreases with decreasing pressure until the triple point is reached

17.
Aqueous solution
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An aqueous solution is a solution in which the solvent is water. It is usually shown in chemical equations by appending to the relevant chemical formula, for example, a solution of table salt, or sodium chloride, in water would be represented as Na+ + Cl−. The word aqueous means pertaining to, related to, similar to, as water is an excellent solvent and is also naturally abundant, it is a ubiquitous solvent in chemistry. Substances that are hydrophobic often do not dissolve well in water, an example of a hydrophilic substance is sodium chloride. Acids and bases are aqueous solutions, as part of their Arrhenius definitions, the ability of a substance to dissolve in water is determined by whether the substance can match or exceed the strong attractive forces that water molecules generate between themselves. If the substance lacks the ability to dissolve in water the molecules form a precipitate, reactions in aqueous solutions are usually metathesis reactions. Metathesis reactions are another term for double-displacement, that is, when a cation displaces to form a bond with the other anion. The cation bonded with the latter anion will dissociate and bond with the other anion, aqueous solutions that conduct electric current efficiently contain strong electrolytes, while ones that conduct poorly are considered to have weak electrolytes. Those strong electrolytes are substances that are ionized in water. Nonelectrolytes are substances that dissolve in water yet maintain their molecular integrity, examples include sugar, urea, glycerol, and methylsulfonylmethane. When writing the equations of reactions, it is essential to determine the precipitate. To determine the precipitate, one must consult a chart of solubility, soluble compounds are aqueous, while insoluble compounds are the precipitate. Remember that there may not always be a precipitate, when performing calculations regarding the reacting of one or more aqueous solutions, in general one must know the concentration, or molarity, of the aqueous solutions. Solution concentration is given in terms of the form of the prior to it dissolving. Metal ions in aqueous solution Solubility Dissociation Acid-base reaction theories Properties of water Zumdahl S.1997, 4th ed. Boston, Houghton Mifflin Company

18.
Solubility
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Solubility is the property of a solid, liquid, or gaseous chemical substance called solute to dissolve in a solid, liquid, or gaseous solvent. The solubility of a substance depends on the physical and chemical properties of the solute and solvent as well as on temperature, pressure. The solubility of a substance is a different property from the rate of solution. Most often, the solvent is a liquid, which can be a substance or a mixture. One may also speak of solid solution, but rarely of solution in a gas, the extent of solubility ranges widely, from infinitely soluble such as ethanol in water, to poorly soluble, such as silver chloride in water. The term insoluble is often applied to poorly or very poorly soluble compounds, a common threshold to describe something as insoluble is less than 0.1 g per 100 mL of solvent. Under certain conditions, the solubility can be exceeded to give a so-called supersaturated solution. Metastability of crystals can also lead to apparent differences in the amount of a chemical that dissolves depending on its form or particle size. A supersaturated solution generally crystallises when seed crystals are introduced and rapid equilibration occurs, phenylsalicylate is one such simple observable substance when fully melted and then cooled below its fusion point. Solubility is not to be confused with the ability to dissolve a substance, for example, zinc dissolves in hydrochloric acid as a result of a chemical reaction releasing hydrogen gas in a displacement reaction. The zinc ions are soluble in the acid, the smaller a particle is, the faster it dissolves although there are many factors to add to this generalization. Crucially solubility applies to all areas of chemistry, geochemistry, inorganic, physical, organic, in all cases it will depend on the physical conditions and the enthalpy and entropy directly relating to the solvents and solutes concerned. By far the most common solvent in chemistry is water which is a solvent for most ionic compounds as well as a range of organic substances. This is a factor in acidity/alkalinity and much environmental and geochemical work. According to the IUPAC definition, solubility is the composition of a saturated solution expressed as a proportion of a designated solute in a designated solvent. Solubility may be stated in units of concentration such as molarity, molality, mole fraction, mole ratio, mass per volume. Solubility occurs under dynamic equilibrium, which means that solubility results from the simultaneous and opposing processes of dissolution, the solubility equilibrium occurs when the two processes proceed at a constant rate. The term solubility is used in some fields where the solute is altered by solvolysis

19.
Alcohol
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In chemistry, an alcohol is any organic compound in which the hydroxyl functional group is bound to a saturated carbon atom. The term alcohol originally referred to the alcohol ethanol, the predominant alcohol in alcoholic beverages. The suffix -ol in non-systematic names also typically indicates that the substance includes a functional group and, so. But many substances, particularly sugars contain hydroxyl functional groups without using the suffix, an important class of alcohols, of which methanol and ethanol are the simplest members is the saturated straight chain alcohols, the general formula for which is CnH2n+1OH. The word alcohol is from the Arabic kohl, a used as an eyeliner. Al- is the Arabic definite article, equivalent to the in English, alcohol was originally used for the very fine powder produced by the sublimation of the natural mineral stibnite to form antimony trisulfide Sb 2S3, hence the essence or spirit of this substance. It was used as an antiseptic, eyeliner, and cosmetic, the meaning of alcohol was extended to distilled substances in general, and then narrowed to ethanol, when spirits as a synonym for hard liquor. Bartholomew Traheron, in his 1543 translation of John of Vigo, Vigo wrote, the barbarous auctours use alcohol, or alcofoll, for moost fine poudre. The 1657 Lexicon Chymicum, by William Johnson glosses the word as antimonium sive stibium, by extension, the word came to refer to any fluid obtained by distillation, including alcohol of wine, the distilled essence of wine. Libavius in Alchymia refers to vini alcohol vel vinum alcalisatum, Johnson glosses alcohol vini as quando omnis superfluitas vini a vino separatur, ita ut accensum ardeat donec totum consumatur, nihilque fæcum aut phlegmatis in fundo remaneat. The words meaning became restricted to spirit of wine in the 18th century and was extended to the class of substances so-called as alcohols in modern chemistry after 1850, the term ethanol was invented 1892, based on combining the word ethane with ol the last part of alcohol. In the IUPAC system, in naming simple alcohols, the name of the alkane chain loses the terminal e and adds ol, e. g. as in methanol and ethanol. When necessary, the position of the group is indicated by a number between the alkane name and the ol, propan-1-ol for CH 3CH 2CH 2OH, propan-2-ol for CH 3CHCH3. If a higher priority group is present, then the prefix hydroxy is used, in other less formal contexts, an alcohol is often called with the name of the corresponding alkyl group followed by the word alcohol, e. g. methyl alcohol, ethyl alcohol. Propyl alcohol may be n-propyl alcohol or isopropyl alcohol, depending on whether the group is bonded to the end or middle carbon on the straight propane chain. As described under systematic naming, if another group on the molecule takes priority, Alcohols are then classified into primary, secondary, and tertiary, based upon the number of carbon atoms connected to the carbon atom that bears the hydroxyl functional group. The primary alcohols have general formulas RCH2OH, the simplest primary alcohol is methanol, for which R=H, and the next is ethanol, for which R=CH3, the methyl group. Secondary alcohols are those of the form RRCHOH, the simplest of which is 2-propanol, for the tertiary alcohols the general form is RRRCOH

20.
Ether
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Ethers are a class of organic compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula R–O–R′, where R and R′ represent the alkyl or aryl groups, a typical example of the first group is the solvent and anesthetic diethyl ether, commonly referred to simply as ether. Ethers are common in chemistry and pervasive in biochemistry, as they are common linkages in carbohydrates. Ethers feature C–O–C linkage defined by an angle of about 110°. The barrier to rotation about the C–O bonds is low, the bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3, oxygen is more electronegative than carbon, thus the hydrogens alpha to ethers are more acidic than in simple hydrocarbons. They are far less acidic than hydrogens alpha to carbonyl groups, depending on the groups at R and R′, ethers are classified into two types, Simple ethers or symmetrical ethers, e. g. diethyl ether, dimethyl ether, etc. Mixed ethers or unsymmetrical ethers, e. g. methyl ethyl ether, methyl phenyl ether, in the IUPAC nomenclature system, ethers are named using the general formula alkoxyalkane, for example CH3–CH2–O–CH3 is methoxyethane. If the ether is part of a complex molecule, it is described as an alkoxy substituent. The simpler alkyl radical is written in front, so CH3–O–CH2CH3 would be given as methoxyethane, IUPAC rules are often not followed for simple ethers. The trivial names for simple ethers are a composite of the two followed by ether. For example, ethyl ether, diphenylether. As for other compounds, very common ethers acquired names before rules for nomenclature were formalized. Diethyl ether is called ether, but was once called sweet oil of vitriol. Methyl phenyl ether is anisole, because it was found in aniseed. Acetals are another class of ethers with characteristic properties, polyethers are compounds with more than one ether group. The crown ethers are examples of small polyethers, some toxins produced by dinoflagellates such as brevetoxin and ciguatoxin are extremely large and are known as cyclic or ladder polyethers. Polyether generally refers to polymers which contain the functional group in their main chain

21.
Ethyl acetate
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Ethyl acetate is the organic compound with the formula CH3–COO–CH2–CH3, simplified to C4H8O2. This colorless liquid has a sweet smell and is used in glues, nail polish removers, decaffeinating tea and coffee. Ethyl acetate is the ester of ethanol and acetic acid, it is manufactured on a scale for use as a solvent. The combined annual production in 1985 of Japan, North America, in 2004, an estimated 1.3 million tonnes were produced worldwide. Ethyl acetate is synthesized in industry mainly via the classic Fischer esterification reaction of ethanol and this method is more cost effective than the esterification but is applied with surplus ethanol in a chemical plant. Typically, dehydrogenation is conducted with copper at an elevated temperature, the copper may have its surface area increased by depositing it on zinc, promoting the growth of snowflake-like fractal structures. Surface area can be increased by deposition onto a zeolite. Traces of rare earth and alkali metals are beneficial to the process, byproducts of the dehydrogenation include diethyl ether, which is thought to arise primarily due to aluminum sites in the catalyst, acetaldehyde and its aldol products, higher esters, and ketones. These azeotropes are broken by pressure swing distillation or membrane distillation, ethyl acetate is used primarily as a solvent and diluent, being favored because of its low cost, low toxicity, and agreeable odor. For example, it is used to clean circuit boards. Coffee beans and tea leaves are decaffeinated with this solvent and it is also used in paints as an activator or hardener. Ethyl acetate is present in confectionery, perfumes, and fruits, in perfumes, it evaporates quickly, leaving only the scent of the perfume on the skin. In the laboratory, mixtures containing ethyl acetate are used in column chromatography. Ethyl acetate is rarely selected as a solvent because it is prone to hydrolysis. Ethyl acetate is volatile at room temperature and has a boiling point of 77 °C. Due to these properties, it can be removed from a sample by heating in a hot water bath and providing ventilation with compressed air. Ethyl acetate is the most common ester in wine, being the product of the most common organic acid – acetic acid. The aroma of ethyl acetate is most vivid in younger wines and contributes towards the general perception of fruitiness in the wine, sensitivity varies, with most people having a perception threshold around 120 mg/L

22.
Benzene
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Benzene is an important organic chemical compound with the chemical formula C6H6. The benzene molecule is composed of 6 carbon atoms joined in a ring with 1 hydrogen atom attached to each, because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a constituent of crude oil and is one of the elementary petrochemicals. Because of the cyclic continuous pi bond between the atoms, benzene is classed as an aromatic hydrocarbon, the second -annulene. Benzene is a colorless and highly flammable liquid with a sweet smell and it is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced. Because benzene has a high number, it is an important component of gasoline. Because benzene is a carcinogen, most non-industrial applications have been limited. The word benzene derives historically from gum benzoin, a resin known to European pharmacists. An acidic material was derived from benzoin by sublimation, and named flowers of benzoin, the hydrocarbon derived from benzoic acid thus acquired the name benzin, benzol, or benzene. Michael Faraday first isolated and identified benzene in 1825 from the oily residue derived from the production of illuminating gas, in 1833, Eilhard Mitscherlich produced it by distilling benzoic acid and lime. He gave the compound the name benzin, in 1845, Charles Mansfield, working under August Wilhelm von Hofmann, isolated benzene from coal tar. Four years later, Mansfield began the first industrial-scale production of benzene, gradually, the sense developed among chemists that a number of substances were chemically related to benzene, comprising a diverse chemical family. In 1855, Hofmann used the word aromatic to designate this family relationship, in 1997, benzene was detected in deep space. The empirical formula for benzene was known, but its highly polyunsaturated structure. In 1865, the German chemist Friedrich August Kekulé published a paper in French suggesting that the structure contained a ring of six carbon atoms with alternating single and double bonds, the next year he published a much longer paper in German on the same subject. Kekulés symmetrical ring could explain these facts, as well as benzenes 1,1 carbon-hydrogen ratio. Here Kekulé spoke of the creation of the theory and he said that he had discovered the ring shape of the benzene molecule after having a reverie or day-dream of a snake seizing its own tail. This vision, he said, came to him years of studying the nature of carbon-carbon bonds

23.
Chloroform
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Chloroform, or trichloromethane, is an organic compound with formula CHCl3. It is a colorless, sweet-smelling, dense liquid that is produced on a scale as a precursor to PTFE. It is also a precursor to various refrigerants and it is one of the four chloromethanes and a trihalomethane. The molecule adopts tetrahedral molecular geometry with C3v symmetry, the total global flux of chloroform through the environment is approximately 7005660000000000000♠660000 tonnes per year, and about 90% of emissions are natural in origin. Many kinds of seaweed produce chloroform, and fungi are believed to produce chloroform in soil and its half-life in air ranges from 55 to 620 days. Biodegradation in water and soil is slow, chloroform does not significantly bioaccumulate in aquatic organisms. Justus von Liebig carried out the cleavage of chloral. Eugène Soubeiran obtained the compound by the action of chlorine bleach on both ethanol and acetone, in 1834, French chemist Jean-Baptiste Dumas determined chloroforms empirical formula and named it. In 1835, Dumas prepared the substance by the cleavage of trichloroacetic acid. Regnault prepared chloroform by chlorination of chloromethane, in 1842 Dr Robert Mortimer Glover in London discovered the anaesthetic qualities of chloroform on laboratory animals. In 1847, Scottish obstetrician James Y. Simpson was the first to demonstrate the properties of chloroform on humans. By the 1850s, chloroform was being produced on a basis by using the Liebig procedure. Today, chloroform — along with dichloromethane — is prepared exclusively, in industry, chloroform is produced by heating a mixture of chlorine and either chloromethane or methane. CDCl3 is a solvent used in NMR spectroscopy. Deuterochloroform is produced by the reaction, the reaction of acetone with sodium hypochlorite or calcium hypochlorite. The haloform process is now obsolete for the production of ordinary chloroform, deuterochloroform can also be prepared by the reaction of sodium deuteroxide with chloral hydrate, or from ordinary chloroform. The haloform reaction can also occur inadvertently in domestic settings, bleaching with hypochlorite generates halogenated compounds in side reactions, chloroform is the main byproduct. Chlorodifluoromethane is then converted into tetrafluoroethylene, the precursor to Teflon

24.
Carbon disulfide
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Carbon disulfide is a colorless volatile liquid with the formula CS2. The compound is used frequently as a block in organic chemistry as well as an industrial and chemical non-polar solvent. It has an odor, but commercial samples are typically contaminated with foul-smelling impurities. Small amounts of carbon disulfide are released by volcanic eruptions and marshes, CS2 once was manufactured by combining carbon and sulfur at high temperatures. It is isoelectronic with carbon dioxide, united States production in 2007 was 56,000 tonnes. Carbon disulfide is a solvent for phosphorus, sulfur, selenium, bromine, iodine, fats, resins, rubber and it has been used in the purification of single-walled carbon nanotubes. Compared to CO2, CS2 is more reactive toward nucleophiles and more easily reduced and these differences in reactivity can be attributed to the weaker π donor-ability of the sulfido centers, which renders the carbon more electrophilic. Both xanthates and the related thioxanthates are used as agents in mineral processing. Sodium sulfide affords trithiocarbonate, Na2S + CS2 →2 Carbon disulfide does not hydrolyze readily, chlorination of CS2 is the principal route to carbon tetrachloride, CS2 +3 Cl2 → CCl4 + S2Cl2 This conversion proceeds via the intermediacy of thiophosgene, CSCl2. CS2 is a ligand for metal complexes, forming pi complexes. CS2 polymerizes upon photolysis or under pressure to give an insoluble material called Bridgmans black, named after the discoverer of the polymer. Trithiocarbonate linkages comprise, in part, the backbone of the polymer, the principal industrial uses of carbon disulfide, consuming 75% of the annual production are the manufacture of viscose rayon, cellophane film. It is also an intermediate in chemical synthesis of carbon tetrachloride. It is widely used in the synthesis of compounds such as metam sodium, xanthates, dithiocarbamates. It can be used in fumigation of airtight storage warehouses, airtight flat storages, bins, grain elevators, railroad box cars, shipholds, barges and cereal mills. Carbon disulfide is used as an insecticide for the fumigation of grains, nursery stock, in fresh fruit conservation and as a soil disinfectant against insects. Typical recommended TLV is 30 mg/m3,10 ppm, symptoms include tingling or numbness, cramps, muscle weakness, pain, distal sensory loss, and neurophysiological impairment

25.
Toluene
–
Toluene /ˈtɒljuːiːn/, also known as toluol /ˈtɒljuːɒl/, is a colorless, water-insoluble liquid with the smell associated with paint thinners. It is a benzene derivative, consisting of a CH3 group attached to a phenyl group. As such, its IUPAC systematic name is methylbenzene, Toluene is widely used as an industrial feedstock and a solvent. In 2013, worldwide sales of toluene amounted to about 24.5 billion US-dollars, as the solvent in some types of paint thinner, contact cement and model airplane glue, toluene is sometimes used as a recreational inhalant and has the potential of causing severe neurological harm. The compound was first isolated in 1837 through a distillation of oil by a Polish chemist named Filip Walter. In 1843, Jöns Jacob Berzelius recommended the name toluin, in 1850, French chemist Auguste Cahours isolated from a distillate of wood a hydrocarbon which he recognized as similar to Devilles benzoène and which Cahours named toluène. Toluene reacts as an aromatic hydrocarbon in electrophilic aromatic substitution. Because the methyl group has greater electron-releasing properties than an atom in the same position. It undergoes sulfonation to give p-toluenesulfonic acid, and chlorination by Cl2 in the presence of FeCl3 to give ortho, importantly, the methyl side chain in toluene is susceptible to oxidation. Toluene reacts with Potassium permanganate to yield benzoic acid, and with chromyl chloride to yield benzaldehyde, the methyl group undergoes halogenation under free radical conditions. For example, N-bromosuccinimide heated with toluene in the presence of AIBN leads to benzyl bromide, the same conversion can be effected with elemental bromine in the presence of UV light or even sunlight. Toluene may also be brominated by treating it with HBr and H2O2 in the presence of light. C6H5CH3 + Br2 → C6H5CH2Br + HBr C6H5CH2Br + Br2 → C6H5CHBr2 + HBr The methyl group in toluene undergoes deprotonation only with strong bases. Catalytic hydrogenation of toluene gives methylcyclohexane, the reaction requires a high pressure of hydrogen and a catalyst. Final separation and purification is done by any of the distillation or solvent extraction processes used for BTX aromatics, Toluene is so inexpensively produced industrially that it is not prepared in the laboratory. In principle it could be prepared by a variety of methods, Toluene is mainly used as a precursor to benzene via hydrodealkylation, C6H5CH3 + H2 → C6H6 + CH4 The second ranked application involves its disproportionation to a mixture of benzene and xylene. When oxidized it yields benzaldehyde and benzoic acid, two important intermediates in chemistry, in addition to the synthesis of benzene and xylene, toluene is a feedstock for toluene diisocyanate, trinitrotoluene, and a number of synthetic drugs. Toluene is a solvent, e. g. for paints, paint thinners, silicone sealants, many chemical reactants, rubber, printing ink, adhesives, lacquers, leather tanners

26.
Ethanol
–
Ethanol, also called alcohol, ethyl alcohol, and drinking alcohol, is the principal type of alcohol found in alcoholic beverages. It is a volatile, flammable, colorless liquid with a characteristic odor. Its chemical formula is C 2H 6O, which can be written also as CH 3-CH 2-OH or C 2H 5-OH, ethanol is mostly produced by the fermentation of sugars by yeasts, or by petrochemical processes. It is a psychoactive drug, causing a characteristic intoxication. It is widely used as a solvent, as fuel, and as a feedstock for synthesis of other chemicals, the eth- prefix and the qualifier ethyl in ethyl alcohol originally come from the name ethyl assigned in 1834 to the group C 2H 5- by Justus Liebig. He coined the word from the German name Aether of the compound C 2H 5-O-C 2H5, according to the Oxford English Dictionary, Ethyl is a contraction of the Ancient Greek αἰθήρ and the Greek word ύλη. The name ethanol was coined as a result of a resolution that was adopted at the International Conference on Chemical Nomenclature that was held in April 1892 in Geneva, Switzerland. The term alcohol now refers to a class of substances in chemistry nomenclature. The Oxford English Dictionary claims that it is a loan from Arabic al-kuḥl, a powdered ore of antimony used since aniquity as a cosmetic. The use of alcohol for ethanol is modern, first recorded 1753, the systematic use in chemistry dates to 1850. Ethanol is used in medical wipes and most common antibacterial hand sanitizer gels as an antiseptic, ethanol kills organisms by denaturing their proteins and dissolving their lipids and is effective against most bacteria and fungi, and many viruses. However, ethanol is ineffective against bacterial spores, ethanol may be administered as an antidote to methanol and ethylene glycol poisoning. Ethanol, often in high concentrations, is used to dissolve many water-insoluble medications, as a central nervous system depressant, ethanol is one of the most commonly consumed psychoactive drugs. The amount of ethanol in the body is typically quantified by blood alcohol content, small doses of ethanol, in general, produce euphoria and relaxation, people experiencing these symptoms tend to become talkative and less inhibited, and may exhibit poor judgment. Ethanol is commonly consumed as a drug, especially while socializing. The largest single use of ethanol is as a fuel and fuel additive. Brazil in particular relies heavily upon the use of ethanol as an engine fuel, gasoline sold in Brazil contains at least 25% anhydrous ethanol. Hydrous ethanol can be used as fuel in more than 90% of new gasoline fueled cars sold in the country, Brazilian ethanol is produced from sugar cane and noted for high carbon sequestration

27.
Diethyl ether
–
Diethyl ether or simply ether, is an organic compound in the ether class with the formula 2O. It is a colorless, highly flammable liquid. It is commonly used as a solvent in laboratories and as a fluid for some engines. It was formerly used as an anesthetic, until non-flammable drugs were developed. It has been used as a drug to cause intoxication. The compound may have created by either Jābir ibn Hayyān in the 8th century or Ramon Llull in 1275. At about the time, Paracelsus discovered ethers analgesic properties in chickens. The name ether was given to the substance in 1729 by August Sigmund Frobenius and it is particularly important as a solvent in the production of cellulose plastics such as cellulose acetate. Ether starting fluid is sold and used in countries with cold climates, for the same reason it is also used as a component of the fuel mixture for carbureted compression ignition model engines. In this way diethyl ether is very similar to one of its precursors, diethyl ether is a common laboratory aprotic solvent. It has limited solubility in water and dissolves 1.5 g/100 ml water at 25 °C and this, coupled with its high volatility, makes it ideal for use as the non-polar solvent in liquid-liquid extraction. When used with a solution, the diethyl ether layer is on top due to the fact that it has a lower density than the water. It is also a solvent for the Grignard reaction in addition to other reactions involving organometallic reagents. Morton participated in a demonstration of ether anesthesia on October 16,1846 at the Ether Dome in Boston. British doctors were aware of the properties of ether as early as 1840 where it was widely prescribed in conjunction with opium. Because of its associations with Boston, the use of ether became known as the Yankee Dodge, diethyl ether depresses the myocardium and increases tracheobronchial secretions. Diethyl ether could also be mixed with other agents such as chloroform to make C. E. mixture, or chloroform. In the 2000s, ether is rarely used, the use of flammable ether was displaced by nonflammable fluorinated hydrocarbon anesthetics

28.
1,4-Dioxane
–
1, 4-Dioxane is a heterocyclic organic compound, classified as an ether. It is a liquid with a faint sweet odor similar to that of diethyl ether. The compound is called simply dioxane because the other dioxane isomers are rarely encountered. Dioxane is used as a solvent for a variety of applications as well as in the laboratory. Dioxane is produced by the dehydration of diethylene glycol, which in turn is obtained from the hydrolysis of ethylene oxide. In 1985, the production capacity for dioxane was between 11,000 and 14,000 tons. In 1990, the total U. S. production volume of dioxane was between 5,250 and 9,150 tons, the dioxane molecule is centrosymmetric, meaning that it adopts a chair conformation, typical of relatives of cyclohexane. However, the molecule is conformationally flexible, and the conformation is easily adopted. In the 1980s, most of the produced was used as a stabilizer for 1,1, 1-trichloroethane for storage. Dioxane poisons this catalysis reaction by forming an adduct with aluminum trichloride, Dioxane is used in a variety of applications as a versatile aprotic solvent, e. g. for inks, adhesives, and cellulose esters. It is substituted for tetrahydrofuran in some processes, because of its lower toxicity, while diethyl ether is rather insoluble in water, dioxane is miscible and in fact is hygroscopic. At standard pressure, the mixture of water and dioxane in the ratio 17.9,82.1 by mass is an azeotrope that boils at 87.6 C. The oxygen atoms are Lewis basic, and so dioxane is able to solvate many inorganic compounds and it reacts with Grignard reagents to precipitate the magnesium dihalide. In this way, dioxane is used to drive the Schlenk equilibrium, dimethylmagnesium is prepared in this manner,2 CH3MgBr +2 → MgBr22 + 2Mg Dioxane is used as an internal standard for proton NMR spectroscopy in D2O. Dioxane has an LD50 of 5170 mg/kg in rats and this compound is irritating to the eyes and respiratory tract. Exposure may cause damage to the nervous system, liver. In a 1978 mortality study conducted on workers exposed to 1, 4-Dioxane, Dioxane is classified by the National Toxicology Program as reasonably anticipated to be a human carcinogen. It is also classified by the IARC as a Group 2B carcinogen, the U. S. Environmental Protection Agency classifies dioxane as a probable human carcinogen, and a known irritant at concentrations significantly higher than those found in commercial products

29.
Partition coefficient
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In the physical sciences, a partition-coefficient or distribution-coefficient is the ratio of concentrations of a compound in a mixture of two immiscible phases at equilibrium. This ratio is therefore a measure of the difference in solubility of the compound in two phases. In the chemical and pharmaceutical sciences, both phases usually are solvents, most commonly, one of the solvents is water while the second is hydrophobic such as 1-octanol. Hence the partition coefficient measures how hydrophilic or hydrophobic a chemical substance is, partition coefficients are useful in estimating the distribution of drugs within the body. Hydrophobic drugs with high octanol/water partition coefficients are distributed to hydrophobic areas such as lipid bilayers of cells. Conversely hydrophilic drugs are primarily in aqueous regions such as blood serum. If one of the solvents is a gas and the other a liquid, for example, the blood/gas partition coefficient of a general anesthetic measures how easily the anesthetic passes from gas to blood. Partition coefficients can also be defined one of the phases is solid, for instance, when one phase is a molten metal. The partitioning of a substance into a solid results in a solid solution, partition coefficients can be measured experimentally in various ways or estimated via calculation based on a variety of methods. Despite formal recommendation to the contrary, the partition coefficient remains the predominantly used term in the scientific literature. In contrast, the IUPAC recommends that the term no longer be used, rather. When one of the solvents is water and the other is a non-polar solvent, for measurements of distribution coefficients, the pH of the aqueous phase is buffered to a specific value such that the pH is not significantly perturbed by the introduction of the compound. In addition, since log D is pH-dependent, the pH at which the log D was measured must be specified. In areas such as drug discovery—areas involving partition phenomena in systems such as the human body—the log D at the physiologic pH,7.4, is of particular interest. It is often convenient to express the log D in terms of P I, defined above, the values in the following table are from the Dortmund Data Bank. They are sorted by the coefficient, smallest to largest. Values for other compounds may be found in a variety of available reviews, critical discussions of the challenges of measurement of log P, and related computation of its estimated values, appear in several reviews. Hence, the log P of a molecule is one used in decision-making by medicinal chemists in pre-clinical drug discovery, for example

30.
Acid dissociation constant
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An acid dissociation constant, Ka, is a quantitative measure of the strength of an acid in solution. It is the constant for a chemical reaction known as dissociation in the context of acid–base reactions. In the example shown in the figure, HA represents acetic acid, and A− represents the acetate ion, the chemical species HA, A− and H3O+ are said to be in equilibrium when their concentrations do not change with the passing of time. The definition can then be more simply H A ⇌ A − + H +, K a = This is the definition in common usage. A weak acid has a pKa value in the approximate range −2 to 12 in water, pKa values for strong acids can, however, be estimated by theoretical means. The definition can be extended to non-aqueous solvents, such as acetonitrile and dimethylsulfoxide. Denoting a solvent molecule by S H A + S ⇌ A − + S H +, K a = When the concentration of solvent molecules can be taken to be constant, K a =, as before. The value of pKa also depends on structure of the acid in many ways. For example, Pauling proposed two rules, one for successive pKa of polyprotic acids, and one to estimate the pKa of oxyacids based on the number of =O and −OH groups. Other structural factors that influence the magnitude of the dissociation constant include inductive effects, mesomeric effects. Hammett type equations have frequently applied to the estimation of pKa. The quantitative behaviour of acids and bases in solution can be only if their pKa values are known. These calculations find application in different areas of chemistry, biology, medicine. Acid dissociation constants are essential in aquatic chemistry and chemical oceanography. In living organisms, acid–base homeostasis and enzyme kinetics are dependent on the pKa values of the acids and bases present in the cell. According to Arrheniuss original definition, an acid is a substance that dissociates in solution, releasing the hydrogen ion H+. The equilibrium constant for this reaction is known as a dissociation constant. Brønsted and Lowry generalised this further to an exchange reaction

31.
Refractive index
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In optics, the refractive index or index of refraction n of a material is a dimensionless number that describes how light propagates through that medium. It is defined as n = c v, where c is the speed of light in vacuum, for example, the refractive index of water is 1.333, meaning that light travels 1.333 times faster in a vacuum than it does in water. The refractive index determines how light is bent, or refracted. The refractive indices also determine the amount of light that is reflected when reaching the interface, as well as the angle for total internal reflection. This implies that vacuum has a index of 1. The refractive index varies with the wavelength of light and this is called dispersion and causes the splitting of white light into its constituent colors in prisms and rainbows, and chromatic aberration in lenses. Light propagation in absorbing materials can be described using a refractive index. The imaginary part then handles the attenuation, while the real part accounts for refraction, the concept of refractive index is widely used within the full electromagnetic spectrum, from X-rays to radio waves. It can also be used with wave phenomena such as sound, in this case the speed of sound is used instead of that of light and a reference medium other than vacuum must be chosen. Thomas Young was presumably the person who first used, and invented, at the same time he changed this value of refractive power into a single number, instead of the traditional ratio of two numbers. The ratio had the disadvantage of different appearances, newton, who called it the proportion of the sines of incidence and refraction, wrote it as a ratio of two numbers, like 529 to 396. Hauksbee, who called it the ratio of refraction, wrote it as a ratio with a fixed numerator, hutton wrote it as a ratio with a fixed denominator, like 1.3358 to 1. Young did not use a symbol for the index of refraction, in the next years, others started using different symbols, n, m, and µ. For visible light most transparent media have refractive indices between 1 and 2, a few examples are given in the adjacent table. These values are measured at the yellow doublet D-line of sodium, with a wavelength of 589 nanometers, gases at atmospheric pressure have refractive indices close to 1 because of their low density. Almost all solids and liquids have refractive indices above 1.3, aerogel is a very low density solid that can be produced with refractive index in the range from 1.002 to 1.265. Moissanite lies at the end of the range with a refractive index as high as 2.65. Most plastics have refractive indices in the range from 1.3 to 1.7, for infrared light refractive indices can be considerably higher

32.
Viscosity
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The viscosity of a fluid is a measure of its resistance to gradual deformation by shear stress or tensile stress. For liquids, it corresponds to the concept of thickness, for example. Viscosity is a property of the fluid which opposes the motion between the two surfaces of the fluid in a fluid that are moving at different velocities. For a given velocity pattern, the stress required is proportional to the fluids viscosity, a fluid that has no resistance to shear stress is known as an ideal or inviscid fluid. Zero viscosity is observed only at low temperatures in superfluids. Otherwise, all fluids have positive viscosity, and are said to be viscous or viscid. A fluid with a high viscosity, such as pitch. The word viscosity is derived from the Latin viscum, meaning mistletoe, the dynamic viscosity of a fluid expresses its resistance to shearing flows, where adjacent layers move parallel to each other with different speeds. It can be defined through the situation known as a Couette flow. This fluid has to be homogeneous in the layer and at different shear stresses, if the speed of the top plate is small enough, the fluid particles will move parallel to it, and their speed will vary linearly from zero at the bottom to u at the top. Each layer of fluid will move faster than the one just below it, in particular, the fluid will apply on the top plate a force in the direction opposite to its motion, and an equal but opposite one to the bottom plate. An external force is required in order to keep the top plate moving at constant speed. The magnitude F of this force is found to be proportional to the u and the area A of each plate. The proportionality factor μ in this formula is the viscosity of the fluid, the ratio u/y is called the rate of shear deformation or shear velocity, and is the derivative of the fluid speed in the direction perpendicular to the plates. Isaac Newton expressed the forces by the differential equation τ = μ ∂ u ∂ y, where τ = F/A. This formula assumes that the flow is moving along parallel lines and this equation can be used where the velocity does not vary linearly with y, such as in fluid flowing through a pipe. Use of the Greek letter mu for the dynamic viscosity is common among mechanical and chemical engineers. However, the Greek letter eta is used by chemists, physicists

33.
Crystal structure
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In crystallography, crystal structure is a description of the ordered arrangement of atoms, ions or molecules in a crystalline material. Ordered structures occur from the nature of the constituent particles to form symmetric patterns that repeat along the principal directions of three-dimensional space in matter. The smallest group of particles in the material that constitutes the pattern is the unit cell of the structure. The unit cell completely defines the symmetry and structure of the crystal lattice. The repeating patterns are said to be located at the points of the Bravais lattice, the lengths of the principal axes, or edges, of the unit cell and the angles between them are the lattice constants, also called lattice parameters. The symmetry properties of the crystal are described by the concept of space groups, all possible symmetric arrangements of particles in three-dimensional space may be described by the 230 space groups. The crystal structure and symmetry play a role in determining many physical properties, such as cleavage, electronic band structure. The crystal structure of a material can be described in terms of its unit cell, the unit cell is a box containing one or more atoms arranged in three dimensions. The unit cells stacked in three-dimensional space describe the arrangement of atoms of the crystal. Commonly, atomic positions are represented in terms of fractional coordinates, the atom positions within the unit cell can be calculated through application of symmetry operations to the asymmetric unit. The asymmetric unit refers to the smallest possible occupation of space within the unit cell and this does not, however imply that the entirety of the asymmetric unit must lie within the boundaries of the unit cell. Symmetric transformations of atom positions are calculated from the group of the crystal structure. Vectors and planes in a lattice are described by the three-value Miller index notation. It uses the indices ℓ, m, and n as directional parameters, which are separated by 90°, by definition, the syntax denotes a plane that intercepts the three points a1/ℓ, a2/m, and a3/n, or some multiple thereof. That is, the Miller indices are proportional to the inverses of the intercepts of the plane with the unit cell, if one or more of the indices is zero, it means that the planes do not intersect that axis. A plane containing a coordinate axis is translated so that it no longer contains that axis before its Miller indices are determined, the Miller indices for a plane are integers with no common factors. Negative indices are indicated with horizontal bars, as in, in an orthogonal coordinate system for a cubic cell, the Miller indices of a plane are the Cartesian components of a vector normal to the plane. Likewise, the planes are geometric planes linking nodes

34.
Heat capacity
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Heat capacity or thermal capacity is a measurable physical quantity equal to the ratio of the heat added to an object to the resulting temperature change. The unit of capacity is joule per kelvin J K. Specific heat is the amount of heat needed to raise the temperature of one kilogram of mass by 1 kelvin, Heat capacity is an extensive property of matter, meaning it is proportional to the size of the system. The molar heat capacity is the capacity per unit amount of a pure substance. In some engineering contexts, the heat capacity is used. Other contributions can come from magnetic and electronic degrees of freedom in solids, for quantum mechanical reasons, at any given temperature, some of these degrees of freedom may be unavailable, or only partially available, to store thermal energy. In such cases, the capacity is a fraction of the maximum. As the temperature approaches zero, the heat capacity of a system approaches zero. Quantum theory can be used to predict the heat capacity of simple systems. In a previous theory of common in the early modern period, heat was thought to be a measurement of an invisible fluid. Bodies were capable of holding an amount of this fluid, hence the term heat capacity, named. Heat is no longer considered a fluid, but rather a transfer of disordered energy, nevertheless, at least in English, the term heat capacity survives. In some other languages, the thermal capacity is preferred. In the International System of Units, heat capacity has the unit joules per kelvin, if the temperature change is sufficiently small the heat capacity may be assumed to be constant, C = Q Δ T. Heat capacity is a property, meaning it depends on the extent or size of the physical system studied. A sample containing twice the amount of substance as another sample requires the transfer of twice the amount of heat to achieve the change in temperature. For many purposes it is convenient to report heat capacity as an intensive property. In practice, this is most often an expression of the property in relation to a unit of mass, in science and engineering, International standards now recommend that specific heat capacity always refer to division by mass

35.
Standard enthalpy of formation
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Its symbol is ΔHo f or ΔfHo. The superscript Plimsoll on this symbol indicates that the process has occurred under standard conditions at the specified temperature. One exception is phosphorus, for which the most stable form at 1 atm is black phosphorus and this is true for all enthalpies of formation. In physics the energy per particle is expressed in electronvolts. All elements in their states have a standard enthalpy of formation of zero. The formation reaction is a constant pressure and constant temperature process, since the pressure of the standard formation reaction is fixed at 1 atm, the standard formation enthalpy or reaction heat is a function of temperature. For tabulation purposes, standard formation enthalpies are all given at a temperature,298 K. The standard enthalpy of formation is equivalent to the sum of separate processes included in the Born–Haber cycle of synthesis reactions. This is because enthalpy is a state function, in the example above the standard enthalpy change of formation for sodium chloride is equal to the sum of the standard enthalpy change of formation for each of the steps involved in the process. This is especially useful for very long reactions with many intermediate steps, chemists may use standard enthalpies of formation for a reaction that is hypothetical. That it is shows that the reaction, if it were to proceed, would be exothermic. It is possible to heat of formations for simple unstrained organic compounds with the Heat of formation group additivity method. Standard enthalpies of formation are used in thermochemistry to find the enthalpy change of any reaction. This implies that the reaction is exothermic, the converse is also true, the standard enthalpy of reaction will be positive for an endothermic reaction. When a reaction is reversed, the magnitude of ΔH stays the same, when the balanced equation for a reaction is multiplied by an integer, the corresponding value of ΔH must be multiplied by that integer as well. Allotropes of an element other than the state generally have non-zero standard enthalpies of formation. Standard enthalpy of sublimation, or heat of sublimation, is defined as the required to sublime one mole of the substance under standard conditions. Standard enthalpy of solution is the change associated with the dissolution of a substance in a solvent at constant pressure under standard conditions

36.
Occupational safety and health
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These terms of course also refer to the goals of this field, so their use in the sense of this article was originally an abbreviation of occupational safety and health program/department etc. The goals of occupational safety and health programs include to foster a safe, OSH may also protect co-workers, family members, employers, customers, and many others who might be affected by the workplace environment. In the United States, the occupational health and safety is referred to as occupational health and occupational and non-occupational safety. In common-law jurisdictions, employers have a common law duty to take care of the safety of their employees. As defined by the World Health Organization occupational health deals with all aspects of health, Health has been defined as a state of complete physical, mental and social well-being and not merely the absence of disease or infirmity. Occupational health is a field of healthcare concerned with enabling an individual to undertake their occupation. Health has been defined as It contrasts, for example, with the promotion of health and safety at work, since 1950, the International Labour Organization and the World Health Organization have shared a common definition of occupational health. It was adopted by the Joint ILO/WHO Committee on Occupational Health at its first session in 1950, the concept of working culture is intended in this context to mean a reflection of the essential value systems adopted by the undertaking concerned. Such a culture is reflected in practice in the systems, personnel policy, principles for participation, training policies. Professionals advise on a range of occupational health matters. The research and regulation of safety and health are a relatively recent phenomenon. As labor movements arose in response to concerns in the wake of the industrial revolution. The initial remit of the Inspectorate was to police restrictions on the hours in the textile industry of children. The commission sparked public outrage resulted in the Mines Act of 1842. Otto von Bismarck inaugurated the first social insurance legislation in 1883, similar acts followed in other countries, partly in response to labor unrest. Although work provides many economic and other benefits, an array of workplace hazards also present risks to the health. Personal protective equipment can protect against many of these hazards. Physical hazards affect many people in the workplace, Falls are also a common cause of occupational injuries and fatalities, especially in construction, extraction, transportation, healthcare, and building cleaning and maintenance

This painting depicts a woman examining her work on a lathe at a factory in Britain during World War II. Her eyes are not protected. Today, such practice would not be permitted in most industrialized countries that adhere to occupational health and safety standards for workers. In many countries, however, such standards are still either weak or nonexistent.

Workers cutting marble without any protective gear, Indore, India

Harry McShane, age 16, 1908. Pulled into machinery in a factory in Cincinnati and had his arm ripped off at the shoulder and his leg broken without any compensation.

Workplace safety notices at the entrance of a Chinese construction site.

Heat capacity or thermal capacity is a measurable physical quantity equal to the ratio of the heat added to (or removed …

The dimensionless heat capacity divided by three, as a function of temperature as predicted by the Debye model and by Einstein’s earlier model. The horizontal axis is the temperature divided by the Debye temperature. Note that, as expected, the dimensionless heat capacity is zero at absolute zero, and rises to a value of three as the temperature becomes much larger than the Debye temperature. The red line corresponds to the classical limit of the Dulong–Petit law

Constant-volume specific heat capacity of diatomic gases (real gases) between about 200 K and 2000 K. This temperature range is not large enough to include both quantum transitions in all gases. Instead, at 200 K, all but hydrogen are fully rotationally excited, so all have at least 5/2 R heat capacity. (Hydrogen is already below 5/2, but it will require cryogenic conditions for even H2 to fall to 3/2 R). Further, only the heavier gases fully reach 7/2 R at the highest temperature, due to the relatively small vibrational energy spacing of these molecules. HCl and H2 begin to make the transition above 500 K, but have not achieved it by 1000 K, since their vibrational energy level spacing is too wide to fully participate in heat capacity, even at this temperature.

In the physical sciences, a partition-coefficient (P) or distribution-coefficient (D) is the ratio of concentrations of …

An equilibrium of dissolved substance distributed between a hydrophobic phase and a hydrophilic phase is established in special glassware such as this separatory funnel that allows shaking and sampling from which the log P is determined. Here, the green substance has a greater solubility in the lower layer than in the upper layer.

An acid dissociation constant, Ka, (also known as acidity constant, or acid-ionization constant) is a quantitative …

Acetic acid, a weak acid, donates a proton (hydrogen ion, highlighted in green) to water in an equilibrium reaction to give the acetate ion and the hydronium ion. Red: oxygen, black: carbon, white: hydrogen.